jailbreaking from a 1.1.1 version itouch takes a whopping 10seconds and you will have literally 100's of free extras and apps. jailbreaking will most definitely NOT break your itouch and if you find it to be working weird for some reason, you can ALWAYS restore it back to factory settings.

the only reason jailbreaking an ipod is against the EULA rules is because apple doesnt make any money off it, where as their apps they can charge for.

i love apple and mac as much as anyone else, but why should enhancing your itouch with a free and commonly used method be "looked down upon"